Diethyl Ether → HCID 67164894、化合物

HRID 68638ノート

反応式

HRID 68638 の反応式
[CH2:1]([N:4]([CH2:23][CH2:24][CH3:25])[CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19](OC)=[O:20])[CH:15]=2)[CH2:10]1)[CH2:2][CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+].C(OCC)C>O1CCCC1>[CH2:23]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH2:19][OH:20])[CH:15]=2)[CH2:10]1)[CH2:24][CH3:25]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 67164447Methyl 2-[4-(dipropylamino)butyl]-1,2,3,4-tetrahydro-6-isoquinolinecarboxylate

生成物 1

HCID 67164894HCID 67164894、化合物収率 82.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

To a solution of the compound 20 (3.02 g) in tetrahydrofuran (25 mL), lithium aluminum hydride (330 mg) was, added at −78° C. The reaction mixture was stirred at −78° C. for 30 minutes. To the reaction mixture, sodium sulfate decahydrate (2.8 g) and diethylether (100 mL) were added and the temperature of the reaction mixture was raised to room temperature. The reaction mixture was filtered through Celite (trade name) and then concentrated. The residue was purified by silica gel column chromatography (ethyl acetate:methanol:triethylamine=10:1:0→10:1:0.5) to obtain the title compound (2.28 g) having the following physical properties.

後処理

  1. additionadded at −78° C
  2. temperaturethe temperature of the reaction mixture was raised to room temperature
  3. filtrationThe reaction mixture was filtered through Celite (trade name)
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate:methanol:triethylamine=10:1:0→10:1:0.5)

出典と根拠

ORDレコード
ord-ca6219708db847e196d191f4740894cb
出典データセット
uspto-grants-2014_09
特許番号
US08822459B2

反応ノート

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